6-(7-Methoxy-9H-thioxanthen-4-yl)-2-morpholino-pyrimidin-4-ol

ID: ALA4874992

PubChem CID: 164627203

Max Phase: Preclinical

Molecular Formula: C22H21N3O3S

Molecular Weight: 407.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)Cc1cccc(-c3cc(O)nc(N4CCOCC4)n3)c1S2

Standard InChI:  InChI=1S/C22H21N3O3S/c1-27-16-5-6-19-15(12-16)11-14-3-2-4-17(21(14)29-19)18-13-20(26)24-22(23-18)25-7-9-28-10-8-25/h2-6,12-13H,7-11H2,1H3,(H,23,24,26)

Standard InChI Key:  YBKLBECNVUXSJN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   32.0809  -10.1612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0809  -10.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7904  -11.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4998  -10.9826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.4998  -10.1612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7904   -9.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2106  -11.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2074  -12.2174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9105  -12.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6253  -12.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6284  -11.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9168  -10.9824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3400  -10.9940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7679  -10.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0531   -9.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3427  -10.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7635  -11.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0463  -11.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0419  -12.2345    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.4763  -11.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4703  -12.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7531  -12.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7459  -13.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4551  -13.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1730  -13.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1767  -12.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8787  -13.8913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8747  -14.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9052  -13.4441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  8  2  0
  7 12  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  4  7  1  0
 13 18  2  0
 17 14  2  0
 14 15  1  0
 15 16  2  0
 16 13  1  0
 11 13  1  0
 17 18  1  0
 17 20  1  0
 18 19  1  0
 19 22  1  0
 21 20  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 25 27  1  0
 27 28  1  0
  9 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874992

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 407.50

Molecular Weight (Monoisotopic): 407.1304

AlogP: 3.75

#Rotatable Bonds: 3

Polar Surface Area: 67.71

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.15

CX Basic pKa: 1.97

CX LogP: 5.09

CX LogD: 5.09

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.55

Np Likeness Score: -1.16

References

1. Van de Poël A, Toledo-Sherman L, Breccia P, Cachope R, Bate JR, Angulo-Herrera I, Wishart G, Matthews KL, Martin SL, Peacock M, Barnard A, Cox HC, Jones G, McAllister G, Vater H, Esmieu W, Clissold C, Lamers M, Leonard P, Jarvis RE, Blackaby W, Eznarriaga M, Lazari O, Yates D, Rose M, Jang SW, Muñoz-Sanjuan I, Dominguez C..  (2021)  Structure-Based Exploration of Selectivity for ATM Inhibitors in Huntington's Disease.,  64  (8.0): [PMID:33783225] [10.1021/acs.jmedchem.1c00114]

Source

Source(1):

• Scientific Literature